(Z)-3-methyl-2-phenyl-pent-2-enenitrile

Base Information

• Chemical Name: (Z)-3-methyl-2-phenyl-pent-2-enenitrile
• CAS No.: 68707-49-3
• Molecular Formula: C₁₂H₁₃N
• Molecular Weight: 171.242
• Mol file: 68707-49-3.mol

Synonyms:

Chemical Property of (Z)-3-methyl-2-phenyl-pent-2-enenitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-3-methyl-2-phenyl-pent-2-enenitrile

There total 5 articles about (Z)-3-methyl-2-phenyl-pent-2-enenitrile which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

trimethylsilyl cyanide (7677-24-9) + 2-(benzothiazole-2-sulfonyl)-2-methyl-1-phenyl-butan-1-one → (E)-3-methyl-2-phenyl-pent-2-enenitrile (68707-48-2) + (Z)-3-methyl-2-phenyl-pent-2-enenitrile (68707-49-3)

Guidance literature:

With tetrabutyl ammonium fluoride; In acetonitrile; at 20 ℃; Overall yield = 82 %; Overall yield = 140 mg;

DOI:10.1002/ejoc.201301021

Reference yield:

1-phenyl-1-butyne (622-76-4,83585-27-7) + acetonitrile (75-05-8,26809-02-9) → (E)-3-methyl-2-phenyl-pent-2-enenitrile (68707-48-2) + (Z)-3-methyl-2-phenyl-pent-2-enenitrile (68707-49-3)

Guidance literature:

With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; trimethylaluminum; trimethylphosphane; In dodecane; hexane; acetonitrile; at 80 ℃; for 23h; optical yield given as %de; regioselective reaction; Inert atmosphere;

DOI:10.1246/bcsj.20100023

Reference yield:

C18H17NOS2 → (E)-3-methyl-2-phenyl-pent-2-enenitrile (68707-48-2) + (Z)-3-methyl-2-phenyl-pent-2-enenitrile (68707-49-3)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium periodate; rhodium(III) chloride hydrate / dichloromethane; acetonitrile; water / 20 °C

2: tetrabutyl ammonium fluoride / acetonitrile / 20 °C

With sodium periodate; rhodium(III) chloride hydrate; tetrabutyl ammonium fluoride; In dichloromethane; water; acetonitrile;

DOI:10.1002/ejoc.201301021

upstream raw materials:

1-phenyl-1-butyne

acetonitrile

2-bromo-2-methyl-1-phenylbutan-1-one

trimethylsilyl cyanide